2-Fluoro-6-nitroanisole → 3-Fluoro-2-methoxyaniline

HRID 511362Notes

Reaction equation

HRID 511362 reaction equation
NC1C=CC(F)=CC=1C(NC)=O.[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-])=O)[C:15]=1[O:23][CH3:24]>>[CH3:24][O:23][C:15]1[C:14]([F:13])=[CH:19][CH:18]=[CH:17][C:16]=1[NH2:20]

Participants

3

Reactant 2

HCID 5986062-Fluoro-6-nitroanisole2×HCID 431325582-Amino-5-fluoro-N-methylbenzamide

Product 1

HCID 5811093-Fluoro-2-methoxyaniline

Procedure

The title compound was prepared according to the procedure for Compound 102A (2-Amino-5-fluoro-N-methylbenzamide) with 1-fluoro-2-methoxy-3-nitrobenzene (Compound 147J). 1H NMR (CDCl3, 400 MHz): δ=3.92 (d, J=1.52 Hz, 3 H), 6.44-6.53 (m, 2 H), 6.80 (td, J=8.15, 5.68 Hz, 1 H). MS (ES+): m/z 142.07 [MH+] (TOF, polar).

Sources & evidence

ORD record
ord-b4ed81287b5f40c0aca2d4e5e920ea0e
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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